Photo by Visit South Walton

Seaside holiday lettings

We found 1,095 holiday rentals — enter your dates for availability

Select from 74 houses, 10 flats and other holiday rentals to find the perfect place for your stay in Seaside. Holiday rentals offer the best amenities for your stay with friends, family or just your pet, such as a garden and pool. You'll be able to choose a property to rent that has what everyone needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts – Seaside

Showing deals for:25 Sept - 2 Oct

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Why visit Seaside

  • Stunning Beaches: Seaside boasts pristine beaches with soft, white sands and crystal-clear waters, perfect for sunbathing and swimming.
  • Unique Architecture: Explore the charming, colourful homes and distinctive architectural styles that set Seaside apart as an iconic destination.
  • Vibrant Community Atmosphere: The neighbourhood features a lively town square with shops, eateries, and local events, fostering a warm community spirit.
  • Scenic Parks: Enjoy leisurely strolls through picturesque parks, ideal for picnics and outdoor relaxation amidst nature.
  • Local Cultural Experiences: Immerse yourself in Seaside's rich culture through art galleries, festivals, and local culinary delights.

Popular types of accommodation around Seaside

Seaside, nestled in Santa Rosa Beach, Florida, is a charming neighbourhood renowned for its picturesque coastal scenery and vibrant community atmosphere. Visitors can explore its unique architectural styles, enjoy the pristine beaches, and stroll along the scenic paths lined with shops and eateries. Popular accommodation options include condos, houses, and quaint cottages, providing the perfect base for a relaxing getaway. Experience the allure of Seaside with a memorable vacation rental tailored to your needs.

  • Condos: The most sought-after accommodation in Seaside, perfect for those who enjoy modern amenities and convenient access to the beach.
  • Houses: Ideal for families or groups seeking a home-like atmosphere with added privacy and space.
  • Cottages: Charming and cosy, these rentals offer a quaint experience, often surrounded by nature.
  • Apartments: A practical choice for couples or solo travellers looking for a comfortable stay with essential facilities.
  • Villas: Luxurious options that provide spacious living and upscale features for an indulgent holiday experience.**

Top attractions in and around Seaside

Seaside, Santa Rosa Beach, Florida, is a charming neighbourhood perfect for beach enthusiasts and outdoor adventurers. Visitors can enjoy stunning coastal views, vibrant local culture, and a relaxing atmosphere. Attractions include pristine beaches, scenic parks, and delightful town squares, inviting exploration and leisure. Whether you're seeking sun-soaked sands or cultural experiences, Seaside offers a diverse range of activities to make your holiday memorable.

  • Seaside Beach: A stunning stretch of white sand and turquoise waters, Seaside Beach offers a quintessential beach experience with vibrant beach vibes, ideal for sunbathing, swimming, and leisurely strolls along the shoreline.
  • Seaside Amphitheater: This charming outdoor venue hosts live music, film screenings, and community events, creating a lively atmosphere for visitors to enjoy local culture and entertainment under the stars.
  • Seaside Town Square: A picturesque hub featuring unique shops, cafes, and art galleries, the Town Square is perfect for leisurely exploration, offering a delightful blend of shopping and dining experiences.

Things to do recommended for couples

For a romantic getaway in Seaside, enjoy a sunset stroll along the picturesque beach, dine at quaint seaside restaurants, or take a couple's bike ride through charming coastal pathways. Don’t miss the local art galleries for a touch of culture together.

Things to do recommended for families

Families visiting Seaside can relish a day at the stunning beaches, explore the enchanting shops of Seaside's town centre, and enjoy bike rides along the scenic paths. Don't miss a visit to the nearby Grayton Beach State Park for nature trails and picnicking opportunities.

Things to do recommended for groups

Groups visiting Seaside can enjoy a leisurely bike ride along the picturesque beaches, indulge in a group cooking class featuring local seafood, or embark on a dolphin-watching excursion in nearby waters for an unforgettable coastal adventure.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation around Seaside

When planning your trip, whether you're travelling with a group, as a family, bringing your pets, or seeking extended stays, it's important to apply the right filters to meet your needs. Here are some helpful booking tips for using Vrbo.

  • Traveling to Seaside with a group: Think about how many bedrooms you'll require, along with features like a fully equipped kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for all these options and more on Vrbo.
  • Traveling to Seaside with young kids: Travelling with young children can be quite a task. It's essential to prioritise their comfort and safety, along with ensuring access to suitable facilities, like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Seaside: For many, a family holiday wouldn’t be the same without their furry companion. If this resonates with you, take a look at Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Seaside: If you're in search of holiday rentals offering discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Seaside

Seaside, Santa Rosa Beach, Florida, offers an enchanting blend of sun, sand, and scenic charm. This picturesque neighbourhood is renowned for its stunning beaches and vibrant community atmosphere, making it perfect for a relaxing getaway. Visitors can stroll along the pristine seaside, bask in the beauty of the Emerald Coast, and immerse themselves in the unique architectural style that defines this iconic destination. Seaside promises a delightful experience for those seeking romance, exploration, and unforgettable coastal views.

  • Seagrove Beach: Nestled a mere 805m from Seaside, Seagrove Beach is a serene neighbourhood known for its stunning coastline and relaxed atmosphere. Visitors can indulge in outdoor adventures, with access to picturesque hiking trails and recreational areas. The charming local beaches offer a family-friendly environment, perfect for sunbathing or paddleboarding. With its quaint town feel, Seagrove Beach is an ideal spot for those looking to unwind while enjoying the natural beauty of the Emerald Coast.
  • Watercolor: Located 1km from Seaside, Watercolor is a vibrant neighbourhood that beautifully blends coastal charm with urban amenities. Renowned for its picturesque beaches and lush landscapes, it offers a variety of outdoor experiences, including hiking trails and access to a shopping centre for those seeking a bit of retail therapy. The family-friendly atmosphere and community-focused events make Watercolor a delightful destination for visitors wanting to explore both nature and local culture.
  • Cottage District: Just 483m from Seaside, the Cottage District is characterised by its quaint, pastel-hued homes and charming streets. This neighbourhood is perfect for those who appreciate a beach-themed experience paired with a tight-knit community vibe. With easy access to hiking trails and a nearby shopping centre, visitors can enjoy leisurely strolls while exploring local boutiques. The family-friendly beaches nearby are ideal for swimming, sunbathing, and creating lasting memories in this idyllic setting.

Best time to go to Seaside

If you're planning a trip to Seaside, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs in March and June to July, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January54.0°F (12.2°C)Light RainMostly SunnyAverageModerately Low
February57.6°F (14.2°C)Light RainMostly SunnyAverageModerately Low
March62.6°F (17.0°C)Light RainMostly SunnyModerately HighAverage
April68.4°F (20.2°C)Light RainMostly SunnyAverageAverage
May75.0°F (23.9°C)Light RainMostly SunnyAverageModerately High
June81.3°F (27.4°C)Light RainMostly SunnyModerately HighModerately High
July82.9°F (28.3°C)Light RainMostly SunnyModerately HighModerately High
August83.1°F (28.4°C)Moderate RainMostly SunnyAverageAverage
September79.9°F (26.6°C)Light RainMostly SunnyAverageAverage
October72.0°F (22.2°C)Light RainSunnyModerately LowAverage
November62.2°F (16.8°C)Light RainMostly SunnyModerately LowAverage
December57.9°F (14.4°C)Light RainMostly SunnyModerately LowModerately Low

Booking with Vrbo is simple

Are you hoping to save on your next getaway? Consider being flexible with your travel dates, as prices can vary quite a bit. Additionally, booking an extended stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning made easy

Vrbo's Trip Board offers a user-friendly area to organise your travel plans, allowing you to create new trips, resume from where you last left off, or review your current arrangements. You can easily access the properties you've saved or booked, neatly sorted into categories such as Potential, Upcoming, or Current Trips. To begin using Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

How much does it cost to rent a holiday home in Seaside?
Prices for holiday rentals in Seaside vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Seaside to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Seaside holiday house rentals?
You can find great discounts on house rentals in Seaside on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Are there any Seaside holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Seaside with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Can I find long-stay holiday rentals in Seaside?
A long-stay holiday rental in Seaside is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
When is the best time to visit Seaside for a holiday rental?
The best time to visit Seaside, Florida, for a holiday rental is during the peak season from May to July, with July being the most popular month. This period attracts families and beach enthusiasts eager to soak up the sun on Seaside's picturesque beaches, where you can enjoy a range of outdoor activities such as swimming, cycling, and leisurely strolls along the charming streets lined with pastel-coloured homes.

During these summer months, you can expect warm temperatures averaging between 25 to 32 degrees Celsius, creating a friendly space for beachgoers. The vibrant community comes alive with events, markets, and live music, making it an ideal time for those who enjoy a lively holiday experience.

If you're looking for a more budget-friendly option, November is a great month to visit. While the summer crowds have dispersed, you can still relish the mild temperatures and enjoy a quieter seaside retreat. The natural beauty of the area remains, allowing for peaceful beach walks and exploration of the local shops and dining.

Ultimately, your choice of when to visit Seaside will depend on whether you prefer the bustling energy of summer or the tranquil charm of the off-peak season.
How early should I book a Seaside holiday rental?
Book your Seaside holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Seaside, Florida, United States of America?
In Seaside, Florida, visitors can enjoy a charming blend of coastal beauty and vibrant community life. The town is renowned for its picturesque white-picket fences and pastel-hued cottages, creating a quintessential beach town atmosphere. The central square, aptly named Seaside Square, is a hub of activity, featuring a variety of boutique shops, cafes, and art galleries, making it a lovely spot to explore.

The scenic beaches of Seaside are a major draw, where visitors can relax, sunbathe, or partake in water sports. Nearby, the scenic walking and biking paths along the coastline offer stunning views of the Gulf of Mexico.

For those interested in local culture, the Seaside Repertory Theatre provides a range of performances and events throughout the year. Additionally, the town is well-known for its outdoor movie nights on the beach, creating a unique and enjoyable experience for families and groups.
Can I change or cancel my Seaside home rental booking on Vrbo?
To find Seaside holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Seaside holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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